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Crotocorylifuran-2-one

Family: Plantae - Euphorbiaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Diterpenoid

Canonical Smiles	COC(=O)[C@]12CC[C@H]([C@@]3([C@H]2CC(=O)C=C1C(=O)OC)C[C@H](OC3=O)c1cocc1)C
InChI	InChI=1S/C22H24O8/c1-12-4-6-21(19(25)28-3)15(18(24)27-2)8-14(23)9-17(21)22(12)10-16(30-20(22)26)13-5-7-29-11-13/h5,7-8,11-12,16-17H,4,6,9-10H2,1-3H3/t12-,16+,17+,21-,22-/m1/s1
InChIKey	CJJKCSLGTYASRV-IKDPFMFFSA-N
Formula	C₂₂H₂₄O₈
HBA	8
HBD	0
MW	416.43
Rotatable Bonds	3
TPSA	109.11
LogP	2.53
Number Rings	4
Number Aromatic Rings	1
Heavy Atom Count	30
Formal Charge	0
Fraction CSP3	0.55
Exact Mass	416.15
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Croton megalocarpoides	Euphorbiaceae	Plantae	1704624

Showing of synonyms

Ndunda B, Langat MK, et al. (2016). New ent-Clerodane and Abietane Diterpenoids from the Roots of Kenyan Croton megalocarpoides Friis and M. G. Gilbert.. Planta Med,2016,82(11-12),1079-1086. [View] [PubMed]

No compound-protein relationship available.

SMILES: c1occc1C(C2)OC(=O)C23C4C(CCC3)C=CC(=O)C4

Level: 1

Mol. Weight: 416.43 g/mol

SMILES: C1COC(=O)C12C3C(CCC2)C=CC(=O)C3

Level: 0

Mol. Weight: 416.43 g/mol

SMILES: c1ccoc1

Level: 0

Mol. Weight: 416.43 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.88
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.830
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.64

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.690
Plasma Protein Binding: 59.43
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Non-Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 10.230
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 0.160
Biodegradation: Safe
Carcinogenesis: Toxic
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -0.040
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 6.200
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Toxic
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -41.020
Rat (Acute): 4.350
Rat (Chronic Oral): 2.680
Fathead Minnow: 4.020
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Toxic
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 444.870
Hydration Free Energy: -3.490
Log(D) at pH=7.4: 2.670
Log(P): 2.34
Log S: -4.41
Log(Vapor Pressure): -8.24
Melting Point: 225.82
pKa Acid: 7.82
pKa Basic: 4.29

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8177
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8177
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.7908
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.7908
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7737
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7737
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7716
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7716
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7644
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7644
Probable esterase KAI2	Q9SZU7	KAI2_ARATH	Arabidopsis thaliana	3	0.7586
Probable esterase KAI2	Q9SZU7	KAI2_ARATH	Arabidopsis thaliana	3	0.7586
NAD(P) transhydrogenase subunit alpha part 1	Q2RSB2	PNTAA_RHORT	Rhodospirillum rubrum	3	0.7580
NAD(P) transhydrogenase subunit alpha part 1	Q2RSB2	PNTAA_RHORT	Rhodospirillum rubrum	3	0.7580
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7515
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7515
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7456
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7456
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7441
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7441
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7340
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7340
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7338
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7338
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7335
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7335
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7280
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7280
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7258
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7258
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7248
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7248
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	3	0.7241
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	3	0.7241
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7231
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7231
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7224
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7224
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7193
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7193
Phenazine biosynthesis protein A/B	Q396C9	Q396C9_BURL3	Burkholderia lata	2	0.7168
Phenazine biosynthesis protein A/B	Q396C9	Q396C9_BURL3	Burkholderia lata	2	0.7168
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7129
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7129
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	2	0.7118
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	2	0.7118
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	2	0.7104
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	2	0.7104
Jasmonoyl--L-amino acid synthetase JAR1	Q9SKE2	JAR1_ARATH	Arabidopsis thaliana	3	0.7085
Jasmonoyl--L-amino acid synthetase JAR1	Q9SKE2	JAR1_ARATH	Arabidopsis thaliana	3	0.7085
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7077
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7077
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	2	0.7075
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	2	0.7075
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	2	0.7074
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	2	0.7074
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7057
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7057
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7014
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7014
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	2	0.7007
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	2	0.7007

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